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Holiday - Who does not want to dance when this song comes over the speaker. Always great for a late night party back in the day and any one of the gleesters could handle the tune.
Borderline - My favorite song (and video) when it first came out. Why not do a Quinn/Finn/Puck remake? Throw Rachel in there as well.
Material Girl - Really? How could this not be on the list. Classic!
Like a Prayer - Another one that all could sing. What a great, fun, dance number this could be.
Crazy for You - Rachel, Emma, Quinn (and so on) could sing to their respective objects of affection.
So what do you think? What Madonna song are you dying to hear? Did I miss a good one? I know that most of my list is from the early days; these are my fondest memories of the Material Girl.